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74640

Sigma-Aldrich

19-Nortestosterone

≥99.0% (HPLC)

Synonym(s):

17β-Hydroxy-19-norandrost-4-en-3-one, 17β-Hydroxy-4-estren-3-one, 19-Norandrostenolone, 4-Estren-17β-ol-3-one, Nadrolone, Nandrolone

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About This Item

Empirical Formula (Hill Notation):
C18H26O2
CAS Number:
434-22-0
Molecular Weight:
274.40
Beilstein:
2055849
EC Number:
207-101-0
MDL number:
MFCD00003664
UNSPSC Code:
51111800
PubChem Substance ID:
57652521
NACRES:
NA.22

Quality Level

200

Assay

≥99.0% (HPLC)

form

crystals

optical activity

[α]20/D +57±2°, c = 1% in chloroform

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@H]2O

InChI

1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1

InChI key

NPAGDVCDWIYMMC-IZPLOLCNSA-N

Gene Information

human ... SERPINA6(866) , SHBG(6462)
rat ... Ar(24208) , Nr3c2(25672) , Pgr(25154)

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General description

19-Nortestosterone, also known as nandrolone or 17β-hydroxy-19-nor-4-androsten-3-one, is an androgenic anabolic steroid (AAS).

Application

19-Nortestosterone can be used as a reactant to prepare:
  • Fluorescent nandrolone-BODIPY conjugates to study intracellular localization and tracking of nandrolone using fluorescence microscope.
  • Optically pure hexadecahydrochrysene diastereomers, and chrysene enantiomers.

Other Notes

Sales restrictions may apply

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The use of symmetry in enantioselective synthesis: Four pairs of chrysene enantiomers prepared from 19-nortestosterone
Stastna E, et al.
Organic & Biomolecular Chemistry, 9(12), 4685-4694 (2011)
Simeon Pierre Fodouop Chegaing et al.
Steroids, 162, 108679-108679 (2020-06-23)
Although the discovery of antibiotics has decreased the spread and severity of infectious diseases, their uncontrolled use has lead to the emergence of bacterial resistance to existing chemotherapeutic agents. Bacterial disease thus remains a challenge for health authorities in worldwide
Synthesis and biological evaluation of nandrolone-bodipy conjugates
J Michal, et al.
Steroids, 97, 62-66 (2015)
P Kintz et al.
Journal of pharmaceutical and biomedical analysis, 24(5-6), 1125-1130 (2001-03-15)
A sensitive, specific and reproducible method for the quantitative determination of nandrolone in human hair has been developed. The sample preparation involved a decontamination step of the hair with methylene chloride. The hair sample (about 100 mg) was solubilized in
J Segura et al.
Forensic science international, 107(1-3), 347-359 (2000-02-26)
Detection of anabolic steroids in hair samples has been possible only in fatal cases or in cases of high-continuous dosages. In order to verify the possibility of detecting an acute administration, a sensitive and specific assay has been developed for
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